2-(6-(5-chloro-4-methylthiophen-2-yl)-1H-pyrrolo[3,2-b]pyridin-1-yl)-N,N-dimethylacetamide

ID: ALA4529074

PubChem CID: 124176277

Max Phase: Preclinical

Molecular Formula: C16H16ClN3OS

Molecular Weight: 333.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2cnc3ccn(CC(=O)N(C)C)c3c2)sc1Cl

Standard InChI:  InChI=1S/C16H16ClN3OS/c1-10-6-14(22-16(10)17)11-7-13-12(18-8-11)4-5-20(13)9-15(21)19(2)3/h4-8H,9H2,1-3H3

Standard InChI Key:  TXOONESNPOIHIY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.6170  -22.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6158  -23.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3239  -24.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3221  -22.4271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0307  -22.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0355  -23.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8155  -23.8994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2929  -23.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8078  -22.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0725  -24.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8729  -24.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1299  -25.6161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4161  -24.2299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5866  -26.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9302  -25.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9078  -24.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1600  -23.7320    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6128  -24.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0208  -25.0469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8202  -24.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8001  -24.2528    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6879  -25.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 12 15  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 16  2  0
 18 21  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4529074

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 333.84

Molecular Weight (Monoisotopic): 333.0703

AlogP: 3.81

#Rotatable Bonds: 3

Polar Surface Area: 38.13

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.05

CX LogP: 3.29

CX LogD: 3.29

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.73

Np Likeness Score: -1.88

References

1. Chrovian CC, Soyode-Johnson A, Wall JL, Rech JC, Schoellerman J, Lord B, Coe KJ, Carruthers NI, Nguyen L, Jiang X, Koudriakova T, Balana B, Letavic MA..  (2019)  1H-Pyrrolo[3,2-b]pyridine GluN2B-Selective Negative Allosteric Modulators.,  10  (3): [PMID:30891123] [10.1021/acsmedchemlett.8b00542]

Source

Source(1):

• Scientific Literature